title: New reactions of N-tert-butylimines; formation of N-heterocycles by methyl radical elimination on flash vacuum thermolysis of N-benzylidene- and N-(2-pyridylmethylidene)-tert-butylamines.
abstract: Thermal reactions of N-benzylidene- and N-(2-pyridylmethylidene)-tert-butylamines (5 and 13) under FVT conditions have been investigated. Unexpectedly, at 800 °C, compound 5 yields 1,2-dimethylindole and 3-methylisoquinoline. In the reaction of 13 at 800 °C, 3-methylimidazo[1,5-a]pyridine was obtained as the major product. Mechanisms of these reactions have been proposed on the basis of DFT calculations. Furthermore, UV-photoelectron spectroscopy combined with FVT has been applied for direct monitoring and characterization of the thermolysis products in situ.
authors.affiliation: Université de Pau et des Pays de l'Adour, Institut des Sciences Analytiques et de Physico-Chimie pour l'Environnement et les Matériaux, UMR CNRS 5254, 64000 Pau (France); Université Nationale du Vietnam, à Ho Chi Minh Ville, 227 Nguen Van Cu, 5è arr Ho Chi Minh Ville (Vietnam).
authors.forename: Thien Y
authors.initials: TY
authors.lastname: Vu
authors.forename: Anna
authors.initials: A
authors.lastname: Chrostowska
authors.forename: Thi Kieu Xuan
authors.initials: TK
authors.lastname: Huynh
authors.forename: Saïd
authors.initials: S
authors.lastname: Khayar
authors.forename: Alain
authors.initials: A
authors.lastname: Dargelos
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Justyna
authors.forename: Beata
authors.initials: B
authors.lastname: Pasternak
authors.forename: Stanisław
authors.initials: S
authors.lastname: Leśniak
authors.forename: Curt
authors.initials: C
authors.lastname: Wentrup
keywords: density functional calculations; flash pyrolysis; heterocycles; photoelectron spectroscopy; radicals